Anthraquinone derivatives and process of making same.



instance by causing air to UNITED STATES PATENT onrion.

EDUA RID HEPP, 0F FBANKFOBT-ON-THE-MAIN, AND .CHRISTOPI-I HABTMANN, OFHdCHSTON-THE-MAIN, GERMANY, ASSIGNORS T0 FAR-BWERKE VORM. MEISTER,LUOIUS & BBll'NING, 0F HUGHST-ON-THE-MAIN, GERMANY, A CORPORATION OFGERMANY.

ANTHRAQUINONE DERIVATIVES AND PROCESS OF MAKING SAME,

No Drawing.

To all whom it may concern:

Ph. D., and CI-IuIsrorn HhII'IMANN, Ph. D.,

citizens of the Empire of Germany, residin at Frankfort-on-the-lvlain,Germany, an IItichsbon-the-Mnin, Germany, respectively, have inventedcertain new and useful Improvements in Anthraquinone Derivatives andProcesses of Making Some; of which the following is a specification.

Our invention relates to the manufacture of new unthraquinonederivatives dyeing in the vet by heating an nmidonnthrnnol itself or inpresence of n solvent, with or without the addition of a condensing oroxidizing agent. The said bodies can be obtained for pass through anaqueous hot solution of an mnidonnthranol in hydrochloric acid, or byheating a solution of an uinidonnthrunol in an indifferent solvent likenitrobenzene.

The new dyestuifs are, when dry, dark powders which are insoluble inWater, in ullmlies and diluted acids, and very little soluble in theusual organic solvents. They dissolve in the hydrosulfites in presenceof alkali, yielding then solutions which dye cotton grey to blackshades, very first to light and resistingrery well nllmlies. Forproducing the said new dyestutls we can proceed tor instance as follows:

Example I: 10 parts by weight of 1.5 diamidonnthranol are dissolved in750 parts of water and 25 parts of hydrochloric acid of 20 Be, thissolution is heated to about 90 C. and air is passed through it for about24: hours. order to purify it is treated with diluted boilinghydrochloric acid until the filtrate has lostits color.

Example II: A solution of 10 parts by weight of 1.5 diu-midoanthranol in100 parts of nitrobenzene is heated for one to two hours to 170-200 C.When the mass has cooled the d estuii' is filtered oil".

The new yestufi is a black to violet-black crystalline powder, havingthe above men- Speoification 01' Letters Patent. Application filedFebruary 25, 1910. Serial No. 545,858.

The product is filtered oil" and in.

Patented Nov. 15, 1910.

t-ioned properties and dyeing cotton and Wool, from a red vat, my toblack shades. It is soluble in pyrid in and nitrobenzene with nviolet-blue color.

Having now described our invention, what we claim is: v

l. The process of producing new anthraquinone dyestuits which consistsin hen ting an emidoenthranol, preferably in presence of a solvent, andthen isolntin the resulting dyestufi', substantially as hereinbeforedescri ed.

2. The recess of producinganewanthruquinone cyestuil, which consists inheating Lo-diamidoa-nthranol, preferably in presence of n solvent, andthen isolating the resulting dyestufi', substantially as hereinbeforedescribed.

3. As new products, the herein described new dyestufi's obtainable byheating an tunidoanthranol, ireferably in presence of n solvent; said.dyestuffs being, when dry,dar z powders insoluble in water, nlknlies andcliluted acids, very little soluble in the usual organic solvents, anddissolving in the hydrosnlfites in presence of zilkalies, yielding thensolutions which dye cotton gray to black shades very first to light andresisting very well alkulics.

l. As it new product, the herein described dyestutt', obtainable byheating 1.5-diamidoanthrunol preferably in presence of u solvent; said destutt being 11. black to violet-- black crystalline powder, insolublein water, a-lkulies and diluted acids, very little soluble in the usualorganic solvents, giving, when dissolved in nlt-robenzene and pyridin, ablue-violet solution and yielding a red vat from which cotton and woolare dyed gray to black shades.

In testimony whereof, we affix our signatures in presence of twowitnesses EDUARD HEPP.

CHRISTOPH HARTMANN.

Witnesses.

CARL- GRUND, JEAN Gmmn.

